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Hamptons.com
May 29, 2013

Orient Point: George Washington, Benedict Arnold, And The British Fleet In The Hamptons

T.J. Clementeby T.J. Clemente
in Entertainment
Home Entertainment

Sailing the east end waters one can’t help but think about all the history. Most of it precedes the 1900’s. Starting off, Orient Point, which is the most north point of the North Fork (that other Fork for you Hamptons’ newbies) was a landing place for Indians commuting between Connecticut and Long Island.

The Indians that dwelled on that outer-most section of the North Fork were called the Poquatuck. It was with this tribe that deals were made to buy many of the hamlets of the Town of Southold, mostly back in the mid 1600’s. Then Orient was actually called Oysterponds because of the large shellfish ponds that are still there to this day. Five now-famous families received land grants from the British throne. The names King, Terry, Vail, Latham, and Tuthill are still everywhere. Of course they also had to deal with the Poquatucks.

The Town of Marion was founded in 1836, to honor local native General Francis Marion, who fought with notation during the American Revolution. During the American Revolution the British Navy sailed some of the evacuated British troops from Boston to the South Fork mostly in Sag Harbor and East Hampton Village. Sag Harbor was already a busy whaling port by then. Many of the homes that housed British troops still exist in Sag Harbor. During the Revolutionary War the British supply and support vessels were parked right off Orient point.

Fort Tyler is now referred to by sailors as the “ruins.” (Photo: Capt. Dave Brennan)


The British used Orient as a staging area to launch attacks on many Connecticut coastal towns knowing many patriots from Long Island were hiding there. One of the first official battles of the American Revolution pitched a raiding party sent by General George Washington to where the Plum Island lighthouse now stands to intercept British cattle raiding parties; of course the colonial troops were routed and fled via Orient Point.

In fact, after Benedict Arnold escaped the West Point fiasco and a traitor’s hanging, he served as a British general operating out of Oysterponds (Orient). The Village Lane Tavern in Orient, the home of the founding Vail family, served as Benedict Arnold’s headquarters during the revolution.

Because of the notoriety of the Long Island Town of Oyster Bay during the Theodore Roosevelt Presidency, the residents of Oysterponds decided to change the town name to Orient, associating itself with the notoriety of Orient Point. Twenty-six years before the revolution Benjamin Franklin himself on a commission from the British governor of New York, who in the 1750’s was sometimes stationed in Riverhead, laid down stone “Postal Markers” from Riverhead to Orient Point. Many still stand today. There is no doubt Benjamin Franklin marveled at the view from Orient Point.

The first U.S. Federal Government, with George Washington as President was located downtown in New York City in Federal Hall for one year. That year, Thomas Jefferson and James Madison reportedly shared a coach that stopped in Mattituck at the Historic Mattituck Tavern on their way to view Orient Point. There are reports that George Washington himself visited Mattituck and stayed at the inn, back in 1751.

During the war of 1812 the British War Fleet returned to blockade the Long Island Sound and Gardiner’s Bay. However when they tried to come ashore at Sag Harbor, they were repelled on the docks by men led by a local American officer named Captain David P. Vail. However it was a menacing sight to see the mighty British War frigates off the Hampton’s shores as they lobbed cannon shells into Sag Harbor. Although Sag Harbor was shelled there are no reports of Orient being shelled. It may have been the shelling of Sag Harbor that led to the construction of Fort Tyler in 1898 at the western tip of Gardiner’s Island a point separating Gardiner’s Bay from Block Island Sound. The old fort is now referred to by sailors as the “ruins.” Closed after World War I in 1921, the fort became a target for live practice bombing runs during World War II. Live ordinance is reportedly still there, or so a “danger” sign warns.

The Plum Island Lighthouse stands on land purchased by the United States government from Richard Jerome for $90 in 1826. The rough stoned lighthouse was completed in 1827. When I sail around the Plum Gut I love to look at it.

My boat goes in the water this week, hope to see you out on the Gardiner’s Bay!

Purchased in 1826 for a mere $90, Plum Island (shown here) is a focal point for anyone on the ferry or boaters in Plum Gut. (Photo: T.J. Clemente)

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ARF’s Stroll to the Sea Dog Walk

October 11 @ 09:00 AM - October 11 @ 12:00 PM
Mulford Farm, 10 James Lane, East Hampton, NY
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Family Drip Painting Workshop

October 11 @ 10:00 AM - October 11 @ 11:30 AM
830 Springs Fireplace Rd, East Hampton, NY 11937
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Free Family Fun: 26th Annual Long Pond Greenbelt Celebration

October 11 @ 10:00 AM - October 11 @ 01:00 PM
SOFO Museum, 377 Bridgehampton/Sag Harbor Turnpike
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CMEE’S Big Birthday Bash!

October 11 @ 10:00 AM - October 11 @ 12:00 PM
376 Bridgehampton-Sag Harbor Turnpike, Bridgehampton, NY 11932
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Chowdah Chowdown – to benefit Springs Food Pantry

October 11 @ 12:00 PM - October 11 @ 03:00 PM
Springs Tavern and Grill, 15 Fort Pond Blvd, East Hampton, NY 11937
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Hamptons Hotspot Pink Elephant Is Back

  • Grab your furry friend and take a stroll to Main Beach with ARF!

Check out the Top Hamptons Events This Weekend!

🐾 ARF’s Stroll to the Sea Dog Walk
📅 When: Saturday, October 11, 2025 | 9AM–12PM
📍 Where: Mulford Farm, 10 James Lane, East Hampton, NY

Enjoy vendors, contests, and giveaways before strolling to Main Beach.

🥣 Chowdah Chowdown
📅 When: Saturday, October 11, 2025 | 12PM–3PM
📍 Where: Springs Tavern and Grill, 15 Fort Pond Blvd, East Hampton, NY

All-you-can-eat chowder and soup from 20 local chefs, plus live music and a mocktail bar — all to benefit the Springs Food Pantry!

🍺 SagtoberFest
📅 When: Sat, Oct 11 – Sun, Oct 12, 2025 | 12PM–8PM
📍 Where: Kidd Squid, 11 Spring St, Sag Harbor, NY

Celebrate Oktoberfest Sag Harbor–style! Enjoy bratwurst, pretzels, oysters, pumpkin stew, and live music by Jon Divello, Woody Boley, Greg McMullen & Jake Lear.

🎬 33rd Hamptons International Film Festival
📅 When: Thurs, Oct 9 – Mon, Oct 13, 2025 | 9AM–10PM
📍 Where: Various Locations

The 33rd edition of HIFF brings a world-class lineup of narrative and documentary films, features, and shorts from around the globe. 

🍪 Levain Bakery: Book Talk & Signing
📅 When: Saturday, October 11, 2025 | 12PM–1PM
📍 Where: BookHampton, 41 Main Street, East Hampton, NY

Meet Levain Bakery cofounders Pam Weekes & Connie McDonald and grab their new book.

🌿 26th Annual Long Pond Greenbelt Celebration
📅 When: Saturday, October 11, 2025 | 10AM–1PM
📍 Where: SOFO Museum, 377 Bridgehampton–Sag Harbor Tpk, Bridgehampton, NY

Enjoy games, crafts, guided walks, face painting, and ice cream!

🎉 CMEE’s Big Birthday Bash!
📅 When: Saturday, October 11, 2025 | 10AM–12PM
📍 Where: SOFO, 376 Bridgehampton–Sag Harbor Tpk, Bridgehampton, NY

Join for crafts, treats, dance, and play!

🛋️ Hub Home Grand Opening Party & Open House
📅 When: Friday, October 10, 2025 | 6PM–9PM
📍 Where: HUB Home, 2183 Montauk Hwy, Bridgehampton, NY

Celebrate the grand opening of HUB Home, a curated consignment shop with luxury furnishings, art, and décor.

Check out more events at Hamptons.com (Link in Bio)
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#hamptons #arf #community #stephentalkhouse #dining #hamptonsfilmfestival
  • The 33rd Hamptons International Film Festival kicked off last Friday with the U.S. premiere of A24’s Eternity starring Elizabeth Olsen, Miles Teller, and Callum Turner.⁠
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Elizabeth Olsen attended the premiere on Friday, and on Saturday sat down with IndieWire’s Editorial Director Kate Erbland at the Sag Harbor Cinema as a part of the festival’s “A Conversation With” series. Later that day, the second “A Conversation With” took place as Ethan Hawke and moderator Alison Stewart talked about Blue Moon, as well as Hawke’s filmography. ⁠
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Sydney Sweeney received the festival’s Achievement in Acting Award following the U.S. premiere of her film Christy in East Hampton. ⁠
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Notable Guests included: Alessandro Nivola, Alec Baldwin, Amanda Peet, Tonatiuh, Miriam Shor, Lois Smith, Tim Blake Nelson, Mareille Enos, Bob Balaban, E. Jean Carroll, Roberta Kaplan, Ellen Barkin, Bernie Telsie, Bill Condon.⁠
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📸: Jess Dalene⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#hiff #hamptonsinternationalfilmfestival #film #elizabetholsen #sydneysweeney #hamptons #hamptonsfilm⁠
  • When: Fri, Oct 3rd – Sun, Oct 5th, 2025
8am – 5pm

Where: Levain Bakery, 354 Montauk Hwy, Wainscott, NY

Levain Bakery is introducing a new cookie for a limited time: Peanut Butter Dark Chocolate Chip – a decadent mix of creamy and chunky peanut butter with rich dark chocolate chunks. Originally created to celebrate the opening of Levain’s Beverly Hills Bakery, this indulgent new flavor will now be available for just three days only, October 3–5, at all retail bakery locations.

To make the weekend even sweeter, guests who purchase a cookie will receive a Levain Bakery mini tote (while supplies last), a fan-favorite collectible sure to go quickly.

#levain #levainbakery #cookie #minitote #tote #hamptons
  • From world premieres at the Hamptons International Film Festival to SouthamptonFest! ⁠
⁠
Check out the Top Hamptons Events This Weekend!⁠
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🎬 33rd Hamptons International Film Festival⁠
📅 Oct 3 – 13, 2025 | 9AM – 10PM⁠
📍 Various Locations⁠
A global lineup of films, shorts & documentaries.⁠
⁠
🍪 Levain Bakery⁠
📅 Oct 3 – 5, 2025 | 8AM – 5PM⁠
📍 354 Montauk Hwy, Wainscott⁠
Try the Peanut Butter Dark Chocolate Chip cookie + snag a mini tote (while supplies last).⁠
⁠
🎉 13th Annual SouthamptonFest⁠
📅 Oct 3 – 5, 2025 | 10AM – 7PM⁠
📍 Southampton Village⁠
Arts, culture, food & family fun all weekend long!⁠
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🎶 SpringsFest⁠
📅 Oct 4, 2025⁠
📍 1 Parsons Pl, East Hampton⁠
Live music, raffles, crafts, blacksmith demos & more.⁠
⁠
💃 Salsa Social @ The Clubhouse Hamptons⁠
📅 Oct 4, 2025 | 9PM – 11:30PM⁠
📍 East Hampton⁠
Dance the night away w/ DJ Chile & more!⁠
⁠
🐚 34th Annual Largest Clam Contest⁠
📅 Oct 5, 2025 | 12PM – 3PM⁠
📍 Amagansett Life Saving Station⁠
Taste clam chowder, clam pies & cheer on the winners!⁠
⁠
🎷 East Meets West Jazz Jam Session⁠
📅 Oct 5, 2025 | 2PM – 5PM⁠
📍 Southampton Cultural Center⁠
Free community jazz jam – all are welcome.⁠
⁠
🌕 Full Hunter’s Super Moon Hike⁠
📅 Oct 6, 2025 | 6:30PM – 7:30PM⁠
📍 SOFO Museum Parking Lot⁠
Guided evening hike under the moonlight.⁠
⁠
✨ Which event are you most excited for?⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #hamptonsinternationalfilfestival #hiff #jazz #fullmoon #hike #film #levainbakery #community
  • So many fun fall activities in the Hamptons 🎃

@fairviewfarmatmecox 
@corwithsfarmstand 
@milkpailfarmorchard 

Check out our fall guide at Hamptons.com (Link in Bio)

#hamptons #fall #applepicking🍎 #pumpkin #maze #pettingfarm
  • As summer winds down and the cool breezes of fall approach, jewelry enthusiasts and fashion lovers alike are looking for the latest seasonal trends. Yael Fraynd, founder and president of Yaya Publicity, offers an insider’s perspective on what to expect this fall — especially for those embracing the chic lifestyle of the Hamptons.⁠
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Looking ahead to fall, Fraynd described the evolving styles with enthusiasm. For fall, expect to see bold statement pieces, rich gemstone colors like orange and a playful mix of metals. ⁠
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She also noted the influence of pop culture on jewelry trends, including celebrities like Taylor Swift, who is recently engaged, saying, “It could also be just, you know, with Taylor Swift, who has such a big effect on what people like.”⁠
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On the seamless transition from summer to fall styles, she observed, “In the summer, you see a bit of Western-inspired pieces, and I think that they really do kind of transition into fall really nicely. ⁠
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@yayapublicity⁠
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Read the full article at Hamptons.com (Link in Bio) ⁠
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#fall #falltrend #falljewelry #hamptons⁠
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